Senior Product Support Specialist
Goose
Chicago, IL · $70k–$80k a year · Posted October 21, 2026
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How AI is used in this kind of work
Among customer service representatives, AI is already used for a large share of the tasks. Measured exposure for customer service representatives: 70% (high).
Share of this job’s tasks that AI is already used for at work, from real usage. It is not a forecast of job loss, and a low number means no use seen yet. Source: Anthropic Economic Index.
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About the job
About the role
Goose builds an end-to-end software platform for pet service providers, covering both online and front-desk operations, so they can deliver better customer experiences and earn more per customer.Goose is hiring a Chicago-based Tier 2 Customer Support Specialist to own day-to-day escalations for the pet care businesses that run on our platform and act as the support team's working lead. You'll be part of the dedicated escalation team behind our offshore Tier 1 team, so complex issues get solved fast by people who own them. You'll work alongside a second Tier 2 specialist.You'll answer customers in Intercom, solve problems end to end where you can, and escalate cleanly when you can't. You'll also turn what we learn in support into better help articles, product feedback and fewer repeat questions.
Reports to: Senior Director of Account Management
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What you'll do
Tier 2 support
Own Tier 2 escalations. Take the cases the offshore Tier 1 team hand off: payments and wallet setup, data fixes, deposits, reporting and account configuration.
Be the link to engineering. Reproduce bugs, log them in Jira with clear steps and impact, manage the "Waiting for Eng" queue and close the loop with customers.
Protect at-risk accounts. Spot customers with repeat or serious issues and bring in the right Account Manager with the full picture.
Build the Tier 2 playbooks. Document how Tier 2 issues are solved, so that knowledge lives with support.
Feed AI and the help center. Turn solved cases into help articles and AI guidance, and tag every conversation Tier 1 or Tier 2 so routing and reporting stay accurate.
Grow the offshore team. Train the offshore team to take on repeatable Tier 2 work (payments and wallet setup, reporting how-to, deposits) starting mid-2027.
Cover weekends on rotation. Share a Tier 2 weekend on-call rotation for urgent escalations.
Hand off across time zones. Coordinate handoffs with the offshore team so nothing drops between shifts.
Surface patterns. Escalate recurring issues and customer pain points to leadership, and work with Implementation and Account Management on cross-team needs.
Team leadership
Review ticket quality and coach the offshore team
Tune AI answers and handoff rules based on what reaches Tier 2
Own routing rules and queue health across Tier 1 and Tier 2
What you bring
Required
2+ years in B2B SaaS support, including Tier 2 or escalation work
Experience leading, coaching or QA-ing a support team, ideally including offshore or distributed teams
Hands-on experience with a help desk such as Intercom, HubSpot or Zendesk
Strong troubleshooting: reproducing issues, reading account settings and data, and fixing root causes, not just closing tickets
Experience working with engineering on bugs, ideally logging issues in Jira or a similar tracker
Experience writing help center articles, macros or internal playbooks
Clear, warm written and verbal communication, including explaining technical fixes to non-technical business owners
Strong organization and the ability to juggle many open issues in a fast-paced startup where processes are still forming
Able to work hybrid in Chicago three days a week, plus your assigned shift and the weekend on-call rotation
Nice to have
Experience supporting booking, scheduling, payments or point-of-sale software
Experience in pet services, hospitality or another service industry
Experience tuning an AI support agent such as Intercom Fin
Experience setting up routing rules and queue reporting in a help desk
Support experience at an early-stage SaaS company
Schedule, location and pay
Schedule: Monday to Friday, 8:00a–5:00p Central Time, plus a weekend Tier 2 on-call rotation
Location: Chicago, IL, hybrid with three days a week in the office (greater Chicago area preferred)
Type: Full-time, starting as soon as possible
Pay: $70,000–$80,000 base salary based on skills and experience, plus equity (open question: confirm the range for the lead scope)
Benefits
Health, dental and vision insurance: 85% covered for employees, 60% for dependents
Flexible PTO for vacation, sick and personal days, plus 6 company holidays
Equity eligibility
Professional development and growth opportunities
How we'll measure success
By 90 days
All Tier 2 escalations handled by the support team, without pulling in Account Managers
Tier 2 playbooks documented for the most common escalation types
Every conversation tagged Tier 1 or Tier 2
CSAT on Tier 2 conversations at or above the current baseline
By 6 months
Offshore team trained and handling repeatable Tier 2 work (payments and wallet setup, reporting how-to, deposits) from July 2027
Fin's handoffs to Tier 2 reviewed and tuned at least monthly
The base salary range for this position is $70,000 - $80,000 per year.
This range reflects the base salary compensation Goose reasonably expects to pay for this role. Where an individual candidate lands within the range is based on job-related factors such as skills, experience, and qualifications. This role is also eligible equity along with full benefits, including health, dental, and vision insurance, PTO, etc
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